A concise and chemoenzymatic synthesis of (-)-gabosine A, a carba-sugar enone from Streptomycetes

M. G. Banwell; A. M. Bray; D. J. Wong

doi:10.1039/b106419c

A concise and chemoenzymatic synthesis of (-)-gabosine A, a carba-sugar enone from Streptomycetes

M. G. Banwell^*, A. M. Bray, D. J. Wong

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

37 Citations (Scopus)

Abstract

The title compound 1 has been prepared, for the first time, in six steps and a completely stereo-controlled fashion from the cis-1,2-dihydrocatechol 3. The starting material is a readily available and enantiopure compound that can be obtained in large quantity via toluene dioxygenase (TDO) mediated dihydroxylation of iodobenzene.

Original language	English
Pages (from-to)	1351-1354
Number of pages	4
Journal	New Journal of Chemistry
Volume	25
Issue number	11
DOIs	https://doi.org/10.1039/b106419c
Publication status	Published - 2001

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title = "A concise and chemoenzymatic synthesis of (-)-gabosine A, a carba-sugar enone from Streptomycetes",

abstract = "The title compound 1 has been prepared, for the first time, in six steps and a completely stereo-controlled fashion from the cis-1,2-dihydrocatechol 3. The starting material is a readily available and enantiopure compound that can be obtained in large quantity via toluene dioxygenase (TDO) mediated dihydroxylation of iodobenzene.",

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AU - Bray, A. M.

AU - Wong, D. J.

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AB - The title compound 1 has been prepared, for the first time, in six steps and a completely stereo-controlled fashion from the cis-1,2-dihydrocatechol 3. The starting material is a readily available and enantiopure compound that can be obtained in large quantity via toluene dioxygenase (TDO) mediated dihydroxylation of iodobenzene.

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JF - New Journal of Chemistry

IS - 11

ER -

A concise and chemoenzymatic synthesis of (-)-gabosine A, a carba-sugar enone from Streptomycetes

Abstract

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